Compound information

Natural Products
ZC2607606
Molecular Formula
C21H23ClN4O3
Molecular Weight
414.145868276 g/mol
Structure
IUPAC Name
(3-chloro-4-methyl-phenyl)-[4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]methanone
InChI
InChI=1S/C21H23ClN4O3/c1-14-2-3-15(12-18(14)22)21(27)25-10-8-24(9-11-25)17-6-7-20(26(28)29)19(13-17)23-16-4-5-16/h2-3,6-7,12-13,16,23H,4-5,8-11H2,1H3
InChI Key
NBMZQHCERBTIMT-UHFFFAOYSA-N
SMILES
Cc1ccc(C(=O)N2CCN(c3ccc([N+](=O)[O-])c(NC4CC4)c3)CC2)cc1Cl
Source
ZINC000004740990

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 78.72 Å2 LogP 4.377
LogS -5.525 LogD 3.659


Absorption

Property Value Property Value
Pgp inhibitor 0.969 Pgp substrate 0.97
HIA 0.963 F20 % 0.99
F30 % 0.976 Caco-2 -4.848
MDCK -5.125


Distribution

Property Value Property Value
BBB Penetration 0.006 PPB 96.99
VD 1.798 Fu 1.504


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.013 CYP1A2 substrate 0.731
CYP2A6 substrate 0.544 CYP2B6 substrate 0.682
CYP2C19 inhibitor 0.85 CYP2C19 substrate 0.843
CYP2C8 substrate 0.786 CYP2C9 inhibitor 0.912
CYP2C9 substrate 0.499 CYP2D6 inhibitor 0.225
CYP2D6 substrate 0.953 CYP2E1 substrate 0.303
CYP3A4 inhibitor 0.869 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.199 CL 1.764


Toxicity

Property Value Property Value
hERG Blockers 0.198 Hepatotoxicity 0.993
Mutagenicity 0.976 Rat Oral Acute Toxicity 0.638
FDAMDD 0.587 Skin Sensitization 0.989
Carcinogenicity 0.392 Eye Corrosion 0.002
Eye Irritation 0.087 Respiratory Toxicity 0.648


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.663 IGC50 4.057
LC50FM -8.927 LC50DM -1.454


Tox21 Pathway

Property Value Property Value
NR-AR 0.823 NR-AR-LBD 0.464
NR-AhR 0.795 NR-Aromatase 0.165
NR-ER 0.666 NR-ER-LBD 0.68
NR-PPAR-gamma 0.345 SR-ARE 0.86
SR-ATAD5 0.802 SR-HSE 0.812
SR-MMP 0.67 SR-p53 0.774


Similar covalent inhibitors

CI006690

Similarity Score: 0.58

CI006675

Similarity Score: 0.56

CI006676

Similarity Score: 0.53

CI006678

Similarity Score: 0.53

CI006681

Similarity Score: 0.53

CI006682

Similarity Score: 0.53

CI006686

Similarity Score: 0.53

CI006672

Similarity Score: 0.52

CI006674

Similarity Score: 0.52

CI006677

Similarity Score: 0.51

CI006685

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.